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Dimers from α‐alkoxybenzyl radicals. An NMR study
Author(s) -
Goh S. H.,
Ong S. H.,
Sieh Iling
Publication year - 1971
Publication title -
organic magnetic resonance
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.483
H-Index - 72
eISSN - 1097-458X
pISSN - 0030-4921
DOI - 10.1002/mrc.1270030610
Subject(s) - steric effects , conformational isomerism , chemistry , radical , polar , chemical shift , nmr spectra database , spectral line , crystallography , stereochemistry , computational chemistry , molecule , organic chemistry , physics , astronomy
meso and dl Dimers (ArCHOR) 2 where R is Me, Et, i Pr, t Bu, cyclohexyl and 1‐adamantyl may readily be differentiated by their NMR spectra; the benzylic protons of the meso isomer always absorb at a slightly higher field than those of the dl isomer in each of the solvents used. Differences in chemical shift are discussed in terms of preferences in conformer distribution. The formation of equal amounts of both dimers from the corresponding radical ArCHOR shows that steric and polar factors are not important in influencing the dimerization. Magnetic non‐equivalence due to the presence of asymmetric centres was found in some of the compounds discussed above.